(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(4aS,5S,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-5,10-dihydroxy-2,2,6a,6b,9,12a-hexamethyl-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 3175f63e-df20-488d-b644-a5829c248e83
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(4aS,5S,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-5,10-dihydroxy-2,2,6a,6b,9,12a-hexamethyl-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)COC6C(C(C(C(O6)COC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)O)O)O)O)C)COC9C(C(C(C(O9)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@@H]([C@@]5([C@H]4CC(CC5)(C)C)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)C)C)(C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C59H98O28/c1-54(2)13-14-59(23-83-53-48(77)43(72)39(68)30(87-53)20-80-50-45(74)40(69)36(65)27(17-60)84-50)25(15-54)24-7-8-32-55(3)11-10-33(62)56(4,31(55)9-12-57(32,5)58(24,6)16-34(59)63)22-82-52-47(76)42(71)38(67)29(86-52)21-81-51-46(75)41(70)37(66)28(85-51)19-79-49-44(73)35(64)26(61)18-78-49/h7,25-53,60-77H,8-23H2,1-6H3/t25-,26+,27+,28+,29+,30+,31+,32+,33-,34-,35-,36+,37+,38+,39+,40-,41-,42-,43-,44+,45+,46+,47+,48+,49-,50+,51+,52+,53+,55-,56-,57+,58+,59+/m0/s1
• InChI Key: VMIUFWCIPWLXKJ-RAWIQZHOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₈O₂₈
• Molecular Weight: 1255.40 g/mol
• Exact Mass: 1254.62446247 g/mol
• Topological Polar Surface Area (TPSA): 456.00 Ų
• XlogP: -4.40
• Atomic LogP (AlogP): -5.16
• H-Bond Acceptor: 28
• H-Bond Donor: 18
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7084	70.84%
Caco-2	-	0.8824	88.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7876	78.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8432	84.32%
OATP1B3 inhibitior	-	0.4367	43.67%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8463	84.63%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	-	0.6403	64.03%
CYP3A4 substrate	+	0.7236	72.36%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.8988	89.88%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.6661	66.61%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8168	81.68%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.8640	86.40%
Acute Oral Toxicity (c)	III	0.7434	74.34%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.7401	74.01%
Thyroid receptor binding	+	0.5676	56.76%
Glucocorticoid receptor binding	+	0.7254	72.54%
Aromatase binding	+	0.6735	67.35%
PPAR gamma	+	0.7985	79.85%
Honey bee toxicity	-	0.7439	74.39%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9174	91.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.16%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.88%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.60%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.98%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.61%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.57%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.80%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.06%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.61%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.12%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.86%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	85.69%	90.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.05%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.51%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.90%	95.17%
CHEMBL5028	O14672	ADAM10	82.22%	97.50%
CHEMBL1871	P10275	Androgen Receptor	81.56%	96.43%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 101933152
• LOTUS: LTS0241563
• wikiData: Q105288997